# 71 Lake Shore Road, Pine Plains, NY 12567 > **TL;DR:** land, $975,000. > Waterfront, View. Est. $5,214/mo. Listed 155 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $975,000 | | Lot Size | 37,026 sqft (0.85 acres) | | Property Type | Land (Other) | | Status | Active | | Days on Market | 155 | ## Why This Home Stands Out - **Waterfront** - Waterfront location listed - **Views** - Lake ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $4,930 | | Estimated Insurance | $284 | | **Total** | **$5,214** | ## Nearby Schools - **Elementary:** Cold Spring Early Learning Ctr - **Middle:** Stissing Mountain Junior/Senior High School - **High:** Stissing Mountain Jr/Sr High School ## Key Amenities - Waterfront - View ## Property Highlights - 0.85 acre lot - Waterfront ## Description ### Agent Description The Ultimate Hudson Valley Lakefront Package: Waterfront Mainland Barn, Private Island Glamping Airbnb, Ease Side Lake Access Land & Endless Views! Welcome to a truly unprecedented real estate opportunity on the pristine waters of Twin Island Lake in beautiful Pine Plains, NY. This isn't just a land listing; it is an extraordinary three-parcel package deal that blends rustic charm, income potential, and the kind of absolute tranquility that is rare to find. The Mainland Sanctuary (0.85 Acres) Step onto nearly an acre of gorgeous lakefront property, beautifully cleared all the way down to the water's edge. The centerpiece of the mainland is a solid, character-filled barn featuring a spacious loft that is just waiting for your vision. With electric already available, this loft could easily be transformed into a charming, creative living space, a writer's retreat, or the ultimate lakeside clubhouse. Outside, your private waterfront oasis is already set up for perfect summer days and cozy autumn nights. Launch a kayak from your floating dock, host a lakeside lunch at the picnic table, or unwind by the fire pit. The panoramic views across the water to the majestic Stissing Mountain rising in the background will quite literally take your breath away. Your Own Private Island Retreat As if the mainland weren't enough, this sale includes a literal dream feature: ownership of one of only two private islands on Twin Island Lake! Currently operating as a highly successful Airbnb, this island defines "glamping at its finest." It offers the ultimate off-grid luxury experience, fully equipped with: A cozy setup featuring a warming gas fireplace Covered kitchen area Raised Platform with Safari tent and bed An outdoor fire pit for star-gazing On-site toilet and a refreshing solar shower Whether you choose to keep running it as a lucrative short-term rental or reserve it entirely as your own secret hideaway, this island is a showstopper. Versatility & Nature at Your Doorstep To round out this incredible package, an additional 0.01-acre lake access property is included, offering even more versatility for layout and usage. This property is a haven for local wildlife. Spend your mornings sipping coffee while watching elegant swans, geese, and ducks glide across the glassy water, and spot turtles sunning themselves on the logs. It is a peaceful world entirely your own. The Location While you will feel a million miles away from the hustle and bustle, you are never isolated. This slice of paradise is located just 15 minutes from the vibrant, historic towns of Red Hook and Rhinebeck, giving you effortless access to fine dining, boutique shopping, farmers markets, and the Amtrak station. A short ride up the Taconic, this is a fast trip to escape the hectic pace of the NYC for the weekend or a summer of relaxation. Property Highlights: Total Package: 0.85-acre lakefront parcel + .25-acre Private Glamping Island + 0.01-acre lake access parcel. Structures: Barn with loft (electric available), floating dock, fire pit. Island Amenities: Turn-key Airbnb Glamping setup with gas fireplace, solar shower, and toilet. Views: Unobstructed lakefront and Stissing Mountain views. Don't miss out on one of the most unique waterfront offerings the Hudson Valley has to offer. Bring your dreams, your boat, and your sense of adventure! ## Location - **Address:** 71 Lake Shore Road, Pine Plains, NY 12567 - **County:** Dutchess County ## Listing Agent - **Name:** Kelly R. Romano - **Brokerage:** Keller Williams Realty - **Broker Phone:** (845) 928-8000 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/71-Lake-Shore-Dr_Pine-Plains_NY_12567_M95140-70975?f=listhub&s=MLSLINY&m=1006565&c=propsimple) ## Photos ![71 Lake Shore Road - Photo 1](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f1261583501r.jpg) ![71 Lake Shore Road - Photo 2](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f1048277555r.jpg) ![71 Lake Shore Road - Photo 3](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f2145096851r.jpg) ![71 Lake Shore Road - Photo 4](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f3756816793r.jpg) ![71 Lake Shore Road - Photo 5](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f1274451496r.jpg) ![71 Lake Shore Road - Photo 6](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f3366869137r.jpg) ![71 Lake Shore Road - Photo 7](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f174019689r.jpg) ![71 Lake Shore Road - Photo 8](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f3986499623r.jpg) ![71 Lake Shore Road - Photo 9](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f2451385374r.jpg) ![71 Lake Shore Road - Photo 10](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f2305049505r.jpg) ![71 Lake Shore Road - Photo 11](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f727020694r.jpg) ![71 Lake Shore Road - Photo 12](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f2224298258r.jpg) ![71 Lake Shore Road - Photo 13](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f3122098603r.jpg) ![71 Lake Shore Road - Photo 14](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f2336348249r.jpg) ![71 Lake Shore Road - Photo 15](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f2769698267r.jpg) ![71 Lake Shore Road - Photo 16](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f1776413261r.jpg) ![71 Lake Shore Road - Photo 17](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f2209362663r.jpg) ![71 Lake Shore Road - Photo 18](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f2801561413r.jpg) ![71 Lake Shore Road - Photo 19](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f4053876680r.jpg) ![71 Lake Shore Road - Photo 20](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f3254999901r.jpg) ![71 Lake Shore Road - Photo 21](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f3013281231r.jpg) ![71 Lake Shore Road - Photo 22](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f18720860r.jpg) ![71 Lake Shore Road - Photo 23](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f18720860r.jpg) ![71 Lake Shore Road - Photo 24](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f2463484925r.jpg) ![71 Lake Shore Road - Photo 25](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f1261583501r.jpg) ![71 Lake Shore Road - Photo 26](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f3254999901r.jpg) ![71 Lake Shore Road - Photo 27](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f612722050r.jpg) ![71 Lake Shore Road - Photo 28](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f4144558949r.jpg) ![71 Lake Shore Road - Photo 29](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f668864645r.jpg) ![71 Lake Shore Road - Photo 30](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f1069655240r.jpg) ![71 Lake Shore Road - Photo 31](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f4053876680r.jpg) ![71 Lake Shore Road - Photo 32](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f3013281231r.jpg) ![71 Lake Shore Road - Photo 33](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f727020694r.jpg) ![71 Lake Shore Road - Photo 34](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f2280258287r.jpg) ![71 Lake Shore Road - Photo 35](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f385395193r.jpg) ![71 Lake Shore Road - Photo 36](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f3725026702r.jpg) ![71 Lake Shore Road - Photo 37](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f1774272855r.jpg) ![71 Lake Shore Road - Photo 38](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f31157942r.jpg) ![71 Lake Shore Road - Photo 39](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f1154865453r.jpg) ![71 Lake Shore Road - Photo 40](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f3655500447r.jpg) ![71 Lake Shore Road - Photo 41](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f3874022939r.jpg) ![71 Lake Shore Road - Photo 42](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f2176171334r.jpg) ![71 Lake Shore Road - Photo 43](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f2641394170r.jpg) ![71 Lake Shore Road - Photo 44](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f2048940040r.jpg) ![71 Lake Shore Road - Photo 45](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f2849007583r.jpg) ![71 Lake Shore Road - Photo 46](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f2510037934r.jpg) ![71 Lake Shore Road - Photo 47](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f3115216625r.jpg) ![71 Lake Shore Road - Photo 48](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f3265458r.jpg) ![71 Lake Shore Road - Photo 49](http://lh.rdcpix.com/a792a215f2cf43f2745bfc10b1026c75l-f394072514r.jpg) --- **MLS#:** 1006565 | **Updated:** 2026-10-29 **Source:** listhub *Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/71-lake-shore-road-pine-plains-ny-12567-c2b76945fecc4e05a05a0510f859bfe5) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/71-lake-shore-road-pine-plains-ny-12567-c2b76945fecc4e05a05a0510f859bfe5#listing", "url": "https://www.propertysimple.ai/listing/71-lake-shore-road-pine-plains-ny-12567-c2b76945fecc4e05a05a0510f859bfe5", "name": "71 Lake Shore Road, Pine Plains, NY 12567", "description": "The Ultimate Hudson Valley Lakefront Package: Waterfront Mainland Barn, Private Island Glamping Airbnb, Ease Side Lake Access Land & Endless Views! Welcome to a truly unprecedented real estate opportunity on the pristine waters of Twin Island Lake in beautiful Pine Plains, NY. This isn't just a land listing; it is an extraordinary three-parcel package deal that blends rustic charm, income potential, and the kind of absolute tranquility that is rare to find. The Mainland Sanctuary (0.85 Acres) Step onto nearly an acre of gorgeous lakefront property, beautifully cleared all the way down to the water's edge. The centerpiece of the mainland is a solid, character-filled barn featuring a spacious loft that is just waiting for your vision. With electric already available, this loft could easily be transformed into a charming, creative living space, a writer's retreat, or the ultimate lakeside clubhouse. Outside, your private waterfront oasis is already set up for perfect summer days and cozy autumn nights. Launch a kayak from your floating dock, host a lakeside lunch at the picnic table, or unwind by the fire pit. The panoramic views across the water to the majestic Stissing Mountain rising in the background will quite literally take your breath away. Your Own Private Island Retreat As if the mainland weren't enough, this sale includes a literal dream feature: ownership of one of only two private islands on Twin Island Lake! Currently operating as a highly successful Airbnb, this island defines \"glamping at its finest.\" It offers the ultimate off-grid luxury experience, fully equipped with: A cozy setup featuring a warming gas fireplace Covered kitchen area Raised Platform with Safari tent and bed An outdoor fire pit for star-gazing On-site toilet and a refreshing solar shower Whether you choose to keep running it as a lucrative short-term rental or reserve it entirely as your own secret hideaway, this island is a showstopper. Versatility & Nature at Your Doorstep To round out this incredible package, an additional 0.01-acre lake access property is included, offering even more versatility for layout and usage. This property is a haven for local wildlife. Spend your mornings sipping coffee while watching elegant swans, geese, and ducks glide across the glassy water, and spot turtles sunning themselves on the logs. It is a peaceful world entirely your own. The Location While you will feel a million miles away from the hustle and bustle, you are never isolated. This slice of paradise is located just 15 minutes from the vibrant, historic towns of Red Hook and Rhinebeck, giving you effortless access to fine dining, boutique shopping, farmers markets, and the Amtrak station. A short ride up the Taconic, this is a fast trip to escape the hectic pace of the NYC for the weekend or a summer of relaxation. Property Highlights: Total Package: 0.85-acre lakefront parcel + .25-acre Private Glamping Island + 0.01-acre lake access parcel. Structures: Barn with loft (electric available), floating dock, fire pit. Island Amenities: Turn-key Airbnb Glamping setup with gas fireplace, solar shower, and toilet. Views: Unobstructed lakefront and Stissing Mountain views. Don't miss out on one of the most unique waterfront offerings the Hudson Valley has to offer. 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